Chisholm Trail Winery Tours

If you're curious about how wine flavors change with age or the best way to store it, swing by Chisholm Trail Winery. The trained staff will be able to give you the answers to all your questions — and maybe even offer you a sample!

This wine-making establishment is located in Fredericksburg. When you're ready to experience something new, Hye Meadow Winery isn't far from Chisholm Trail Winery.

Plan a trip to see Chisholm Trail Winery

Price found within the past 48 hours. Click for updated prices.
Tapatio Springs Hill Country Resort

Tapatio Springs Hill Country Resort

4 out of 5
Tapatio Springs
Save 100% on your flight
Price was $674, price is now $427 per person
$427
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Antonio (SAT)
8.6/10 Excellent! (834 reviews)
Rooms are spacious with balcony/porch. Scenic views from room and around the property. But room really needs good upgrades, old leaking faucets. Room service is not great, we requested for coffee cups/tooth brush, we got them after almost an hour.

Reviewed on Dec 1, 2025

Gorgeous 3 BR 2 BA Near Amazing Downtown

Gorgeous 3 BR 2 BA Near Amazing Downtown

3.5 out of 5
Near East Side
Save 100% on your flight
Price was $1,756, price is now $1,134 per person
$1,134
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Antonio (SAT)
8.8/10 Excellent! (8 reviews)
Beautiful clean house !!

Reviewed on Mar 8, 2025

Sleek 4br/3ba Urban Living w/ Downtown Views!

Sleek 4br/3ba Urban Living w/ Downtown Views!

3 out of 5
Arena District
Save 100% on your flight
Price was $1,664, price is now $1,082 per person
$1,082
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Antonio (SAT)
10/10 Exceptional! (2 reviews)

Popular places to visit

Painted church

St. Mary's Catholic Church

4.5/5(84 reviews)

St. Mary's Catholic Church is just one of the places to see in Fredericksburg, so why not enjoy the other things to explore during your travels? Discover the wineries and fascinating museums in this family-friendly area.

St. Mary's Catholic Church
Yum!

Main Street

You can enjoy retail therapy at Main Street during your stay in Fredericksburg.

Main Street

Hye Meadow Winery

You can enjoy a tasting or tour at Hye Meadow Winery during your travels to Fredericksburg. Discover the fascinating museums and shops in this relaxing area.

Hye Meadow Winery

Santa Maria Cellars

You can enjoy a tasting or tour at Santa Maria Cellars during your travels to Fredericksburg. Discover the area's fascinating museums and shops.

Santa Maria Cellars

Augusta Vin

You can enjoy a tasting or tour at Augusta Vin during your travels to Fredericksburg. Discover the area's wineries and its fascinating museums.

Augusta Vin

Lady Bird Johnson Golf Course

4.5/5(20 reviews)

Enjoy a round of golf in Fredericksburg at Lady Bird Johnson Golf Course. Discover the fascinating museums and shops in this walkable area.

Lady Bird Johnson Golf Course

Best Lodging Options Near Chisholm Trail Winery

City on a Hill at Spring Creek

City on a Hill at Spring Creek

3 out of 5
2918 Usener Rd. Fredericksburg TX
City on a Hill at Spring Creek
Fredericksburg Texas cabin with your own private Hot Tub and Sauna!

Fredericksburg Texas cabin with your own private Hot Tub and Sauna!

Fredericksburg TX
Fredericksburg Texas cabin with your own private Hot Tub and Sauna!
Honey Hill Wild Rose Cabin | Close to town | Hot Tub | Full kitchen

Honey Hill Wild Rose Cabin | Close to town | Hot Tub | Full kitchen

Fredericksburg TX
Honey Hill Wild Rose Cabin | Close to town | Hot Tub | Full kitchen
Charming&unique 4-bedroom country house on 12 private acres in Fredericksburg

Charming&unique 4-bedroom country house on 12 private acres in Fredericksburg

Fredericksburg TX
Charming&unique 4-bedroom country house on 12 private acres in Fredericksburg
Country Delight | Close to Town | Pets up to 30 Lbs w/fee

Country Delight | Close to Town | Pets up to 30 Lbs w/fee

Fredericksburg TX
Country Delight | Close to Town | Pets up to 30 Lbs w/fee
DarkSkies Hideaway an experience you will remember

DarkSkies Hideaway an experience you will remember

Fredricksburg TX
DarkSkies Hideaway an experience you will remember
Verbena Waterfront with Hot Tub

Verbena Waterfront with Hot Tub

Fredericksburg TX
Verbena Waterfront with Hot Tub
Mimosa Waterfront With Hot Tub

Mimosa Waterfront With Hot Tub

3 out of 5
Fredericksburg TX
Mimosa Waterfront With Hot Tub
Rivers Edge Cottages With Hot Tub

Rivers Edge Cottages With Hot Tub

3 out of 5
Fredericksburg TX
Rivers Edge Cottages With Hot Tub
See all 1,873 properties in Chisholm Trail Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.